trans-1-Styryl-2-methyl-naphthalin | 27854-63-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: trans-1-Styryl-2-methyl-naphthalin
• 英文别名: 2-methyl-1-[(E)-2-phenylethenyl]naphthalene
• CAS: 27854-63-3
• 化学式: C₁₉H₁₆
• 分子量: 244.336
• InChiKey: GLWYHCKEAFFIAT-WYMLVPIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  苯乙烯 、 1-溴-2-甲基萘 在 [PdCl{[η⁵-C5H5)]Fe[(η⁵-C5H3)C(CH3)=NC12H25]}]2 potassium phosphate 、 四丁基溴化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 以97%的产率得到trans-1-Styryl-2-methyl-naphthalin
  参考文献：
  名称：

  Synthesis, characterization, and applications in Heck and Suzuki coupling reactions of amphiphilic cyclopalladated ferrocenylimines

  摘要：

  A series of novel amphiphilic ferrocenylimines and their cyclopalladated complexes of general formula [Fe(eta(5)-C5H5)(eta(5)-C5H4CR1=NR2)] (R-1=H, R-2=C12H25-n 4a, R-1=H, R-2=C16H33-n 4b, R-1=CH3, R-2=C12H25-n 4c, R-1=CH3, R-2=C16H33-n 4d), [PdCl{[(eta(5)-C5H5)]Fe[(eta(5)-C5H3)CR1=NR2]}](2) (5a-d), [PdCl{[(eta(5)-C5H5)]Fe[(eta(5)-C5H3)-CR1=NR2]}(PPh3)] (6a-d), were prepared and characterized by H-1 NMR, C-13 NMR, P-31 NMR, IR, HRMS, and elemental analysis. The crystal structures of 5c,d were determined by X-ray crystallography. These amphiphilic cyclopalladated complexes are thermally stable and insensitive to oxygen and moisture. The redox properties of 4a-d, 5a-d, 6a-d were also investigated using cyclic voltammetric technique. Compounds 5a-d, 6a-d displayed good activity in the Heck reaction of a variety of aryl halides with ethyl acrylate or styrene and the Suzuki-Miyaura cross-coupling reaction of aryl bromides with phenylboronic acid in bulk solution. They are also suitable for formation of Langmuir-Blodgett (LB) films. (C) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2007.08.004

文献信息

• Synthesis, characterization, and applications in Heck and Suzuki coupling reactions of amphiphilic cyclopalladated ferrocenylimines
  作者：Bing Mu、Tiesheng Li、Wenjian Xu、Guoliang Zeng、Pingping Liu、Yangjie Wu

  DOI：10.1016/j.tet.2007.08.004

  日期：2007.11

  A series of novel amphiphilic ferrocenylimines and their cyclopalladated complexes of general formula [Fe(eta(5)-C5H5)(eta(5)-C5H4CR1=NR2)] (R-1=H, R-2=C12H25-n 4a, R-1=H, R-2=C16H33-n 4b, R-1=CH3, R-2=C12H25-n 4c, R-1=CH3, R-2=C16H33-n 4d), [PdCl[(eta(5)-C5H5)]Fe[(eta(5)-C5H3)CR1=NR2]}](2) (5a-d), [PdCl[(eta(5)-C5H5)]Fe[(eta(5)-C5H3)-CR1=NR2]}(PPh3)] (6a-d), were prepared and characterized by H-1 NMR, C-13 NMR, P-31 NMR, IR, HRMS, and elemental analysis. The crystal structures of 5c,d were determined by X-ray crystallography. These amphiphilic cyclopalladated complexes are thermally stable and insensitive to oxygen and moisture. The redox properties of 4a-d, 5a-d, 6a-d were also investigated using cyclic voltammetric technique. Compounds 5a-d, 6a-d displayed good activity in the Heck reaction of a variety of aryl halides with ethyl acrylate or styrene and the Suzuki-Miyaura cross-coupling reaction of aryl bromides with phenylboronic acid in bulk solution. They are also suitable for formation of Langmuir-Blodgett (LB) films. (C) 2007 Published by Elsevier Ltd.